26029-57-2

Upstream product

• 10147-11-2 propargyl benzene 
• 75-31-0 isopropylamine 
• 56146-87-3 N-isopropyl-3-phenylpropanamidate 
• 104-53-0 3-phenyl-propionaldehyde 

Downstream Products

• 627535-87-9 3-(4-fluoro-3-nitro-phenyl)-2-(2-{[3-(3-hydroxy-phenyl)-propionyl]-isopropyl-amino}-4-phenyl-butyrylamino)-propionic acid methyl ester 
• 110448-96-9 1-Isopropyl-2-phenethyl-5-phenylselanylmethyl-pyrrolidine 
• 91406-91-6 N-isopropyl-1,5-diphenylpent-1yn-3-amine 
• 110448-87-8 Isopropyl-(1-phenethyl-pent-4-enyl)-amine 
• 91406-90-5 Isopropyl-(1-phenethyl-hex-2-ynyl)-amine 
• 1070767-70-2 4-(isopropylamino)-3,3-dimethyl-6-phenylhexan-2-one 
• 24569-60-6 2-ethyl-3-phenylpropanal 

Relevant academic research and scientific papers

Tf2O-TMDS combination for the direct reductive transformation of secondary amides to aldimines, aldehydes, and/or amines

The direct partial reduction of highly stable secondary amides to more reactive aldimines and aldehydes is a challenging yet highly demanding transformation. In this context, only three methods have been reported. We report herein an improved version of the Charette’s method. Our protocol consists of activation of secondary amides with triflic anhydride/2-fluoropyridine, and partial reduction of the resulting intermediates with 1,1,3,3-tetramethyldisiloxane (TMDS), which delivered aldimines or aldehydes upon acidic hydrolysis. Aromatic amides were reduced to the corresponding aldimines in 85%–100% NMR yields, and yields (NMR) from aliphatic amides were 72%–86%. Acidic hydrolysis of the aldimine intermediates afforded, in one-pot, the corresponding aldehydes in 80%–96% yields. A simple protocol was established to isolate labile aldimines in pure form in 92%–96% yields. The improved method gave generally higher yields as compared to the known ones, and features the use of cheaper and more atom-economical TMDS as a chemoselective reducing agent. In addition, a convenient extraction protocol has been established to allow the isolation of amines, which constitutes a mild method for the N-deacylation of amides, another highly desirable transformation. The extended method retains the advantages of the original method of Charette in terms of mild conditions, good functional group tolerance, and excellent chemoselectivity.

Germanium(II)-mediated reductive Mannich-type reaction of α-bromoketones to N-alkylimines

(Chemical Equation Presented) A versatile metal: Germanium was effectively used in a novel and efficient method for the Mannich-type reaction between α-bromoketones and simple N-alkyl imines (see scheme). Germanium(II) acts as a reducing agent, forming a

A sequential C-N, C-C bond-forming reaction: Direct synthesis of α-amino acids from terminal alkynes

Catalytic hydroamination is combined with the Strecker reaction to yield a one-pot synthesis of α-cyanoamines from terminal alkynes. This methodology is further applied to the synthesis of α-amino acids and α-amino esters. Georg Thieme Verlag Stuttgart.

Rapid and diverse route to natural product-like biaryl ether containing macrocycles

A two-step sequence involving an Ugi four-component reaction and an intramolecular nucleophilic aromatic substitution (SNAr) has been developed for the rapid access to biaryl-ether containing macrocycles. In the course of this study, we documented that ammonium chloride can promote the Ugi-4CR in non-polar aprotic solvent (toluene) without the interference of an alternative Passerini reaction. Solid phase synthesis of macrocycles by this two-step sequence was also developed using polymer (Wang resin) supported α-(4′-fluoro-3′-nitro)phenethyl isocyanoacetate as one of the inputs.